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(4,5-dimethyl-3-oxoheptan-2-yl) (3aR,4aS,7R,8R,8aS,9aR)-7,8-diacetyloxy-5-methyl-3-methylidene-2-oxo-4,4a,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-8a-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 4fa73890-c45d-462f-bf96-402bb49a3f86
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name (4,5-dimethyl-3-oxoheptan-2-yl) (3aR,4aS,7R,8R,8aS,9aR)-7,8-diacetyloxy-5-methyl-3-methylidene-2-oxo-4,4a,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-8a-carboxylate
SMILES (Canonical) CCC(C)C(C)C(=O)C(C)OC(=O)C12CC3C(CC1C(=CC(C2OC(=O)C)OC(=O)C)C)C(=C)C(=O)O3
SMILES (Isomeric) CCC(C)C(C)C(=O)C(C)OC(=O)[C@@]12C[C@@H]3[C@H](C[C@H]1C(=C[C@H]([C@@H]2OC(=O)C)OC(=O)C)C)C(=C)C(=O)O3
InChI InChI=1S/C28H38O9/c1-9-13(2)15(4)24(31)17(6)34-27(33)28-12-23-20(16(5)26(32)37-23)11-21(28)14(3)10-22(35-18(7)29)25(28)36-19(8)30/h10,13,15,17,20-23,25H,5,9,11-12H2,1-4,6-8H3/t13?,15?,17?,20-,21+,22-,23-,25+,28+/m1/s1
InChI Key XKXKEPNJSOWPEA-KLGZZNPNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O9
Molecular Weight 518.60 g/mol
Exact Mass 518.25158279 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4,5-dimethyl-3-oxoheptan-2-yl) (3aR,4aS,7R,8R,8aS,9aR)-7,8-diacetyloxy-5-methyl-3-methylidene-2-oxo-4,4a,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-8a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.6382 63.82%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4911 49.11%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8228 82.28%
OATP1B3 inhibitior + 0.8644 86.44%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9169 91.69%
P-glycoprotein inhibitior + 0.8602 86.02%
P-glycoprotein substrate + 0.5313 53.13%
CYP3A4 substrate + 0.6663 66.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8922 89.22%
CYP3A4 inhibition + 0.7205 72.05%
CYP2C9 inhibition - 0.8477 84.77%
CYP2C19 inhibition - 0.6811 68.11%
CYP2D6 inhibition - 0.9573 95.73%
CYP1A2 inhibition - 0.7122 71.22%
CYP2C8 inhibition + 0.5692 56.92%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5009 50.09%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.8713 87.13%
Skin irritation - 0.5400 54.00%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6638 66.38%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.7672 76.72%
skin sensitisation - 0.6854 68.54%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.4611 46.11%
Acute Oral Toxicity (c) III 0.5818 58.18%
Estrogen receptor binding + 0.8011 80.11%
Androgen receptor binding + 0.7148 71.48%
Thyroid receptor binding + 0.5600 56.00%
Glucocorticoid receptor binding + 0.8110 81.10%
Aromatase binding + 0.5796 57.96%
PPAR gamma + 0.6900 69.00%
Honey bee toxicity - 0.6904 69.04%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.63% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.31% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.93% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 92.77% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.50% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.29% 85.14%
CHEMBL2581 P07339 Cathepsin D 90.72% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.07% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.18% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.13% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.99% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.93% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.66% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.79% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.55% 94.80%
CHEMBL299 P17252 Protein kinase C alpha 81.37% 98.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.64% 91.24%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.01% 90.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 101035849
LOTUS LTS0162816
wikiData Q105329760